2. He Dates Lena

I remember talking with him on our first date and him being like, ‘God, all the articles about your nudity on the show are such bullshit,'” she continues. “It’s funny, ’cause in some ways that’s the conversation we still have when I’m upset [about stuff I read].

In the video above, he talks about how Lena yells, “Go,” in the background of one of his songs.

Like, I went to high school in New York City, and when I went, there were all these kids that had grown up in the city, and when I met them, they had done all the drugs, seen all the bands, eaten all the food, seen all the films by the time they were fourteen. They’d had all the sex.

4. His Sister’s a Famous Designer

Jack told the New York Times, ““Everything I do, my first thought is, I wonder if Rachel will think it’s cool. In that sense, we really do everything together.”

Rachel is dating her brother’s bandmate, Ruess.

5. He Started Bleachers

When he put out an album, Strange Desire, under the name Bleachers, there was speculation that he’d left Fun.

“As soon as I released the single, people were like, “Are you leaving Fun?” I was like, “No!”, I have a lot of work and I want to put it out there,” he told GQ.

Dunham actually directed his music video for his single “I Wanna Get Better,” shown above.

“She’s a great director. I didn’t have to worry about it because I knew she would handle it, whereas sometimes with other videos you’re scared like, ‘Is this going to be right?’ … I, just for once in my life, got to do nothing,” he told the Salt Lake Tribune.